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He came back and handed me a small bottle of lube, before laying down on his back. Facing Sean, I propped his legs up on my shoulders and covered my finger in lube. I circled his hole once with it before sticking it in, lubing him up for me. I got some more and lubed my dick too. Before I put it in, I reached down and deeply kissed his soft lips. Propping myself up with one hand, I used the other to guide my dick into his tight, virgin hole. He moaned in pain and pleasure as I slowly pused the head in and stretched out his ass for the first time. “Stop,” Sean said between moans, “just a second. Let me get used to it.” I was only halfway inside at that point so I was ready to push all the way in. Aftera couple moments, I continued sliding in until I was balls deep in my best friend and the love of my life. “Oh holy fuck,” he said, feeling my cock filling his hole for the first time.“You like that?” I said, beginning to pull back out.“Fuck yeah,” he moaned. I got almost all the way out. What are you up to?" She straddled her board, phone in the crook of her neck as she watched a few of her friends race towards the water. "Just at the beach, you?" "I'm just visiting a friend on the Windward side," Alyssa said. She paused, "Where?" "Kailua," she responded as she began to wax her board. "Me too. You near the beach?" "Near Bellows?" Alyssa said and she could hear a kid in the background. "I'm right up the road from you. Maybe..." she hesitated, looking out at her friends. "Maybe?" Alyssa asked on the other end. "You want to hang out since you are up here?" "Yeah?" Alyssa asked and she could hear the smile coming from the other end, making her glad she asked. "Yeah." "Okay, I'd love to." She gave her directions and then pressed end, putting the phone back in her pocket. She waxed her board slowly, the sun bright. She had no idea why she had asked her to come. She knew her friends wouldn't mind, although they might think it a little weird that she had invited a Haole.
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